16 days in United States, Montreal & Toronto Itinerary

16 days in United States, Montreal & Toronto Itinerary

Created using Inspirock travel route planner

Plan created by another user. Make it yours
1
Boston, United States
— 2 nights
2
Oak Bluffs, United States
— 2 nights
3
New York City, United States
— 3 nights
4
Montreal, Canada
— 3 nights
5
Toronto, Canada
— 3 nights

2
nights
Boston, United States

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Kick off your visit on the 2nd (Wed): see where the action happens at Fenway Park. Get ready for a full day of sightseeing on the 3rd (Thu): get to know the fascinating history of Freedom Trail and then see majestic marine mammals with a dolphin and whale watching tour.

For more things to do, reviews, traveler tips, and more tourist information, refer to the Boston online holiday planner.

London, UK to Boston is an approximately 10.5-hour flight. The time zone changes from Greenwich Mean Time (GMT) to Eastern Standard Time (EST), which is usually a -5 hour difference. Traveling from London in September, things will get a bit warmer in Boston: highs are around 28°C and lows about 17°C. Cap off your sightseeing on the 4th (Fri) early enough to travel to Oak Bluffs.

Things to do in Boston

Museums · Wildlife · Tours

Side Trip

Dolphin & Whale Watching
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Dolphin & Whale Watching
John F. Kennedy Presidential Museum & Library ©

2
nights
Oak Bluffs, United States

Oak Bluffs ©
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Start off your visit on the 5th (Sat): wander the streets of Martha's Vineyard Camp meeting Association (MVCMA), then visit a coastal fixture at Edgartown Lighthouse, and then steep yourself in history at Aquinnah Cliffs. Keep things going the next day: look for all kinds of wild species at Cedar Tree Neck Sanctuary, then identify plant and animal life at Menemsha Hills, and then enjoy the sea views from Gay Head Lighthouse.

To see where to stay, reviews, maps, and tourist information, refer to the Oak Bluffs tour itinerary builder app.

Traveling by combination of car and ferry from Boston to Oak Bluffs takes 3 hours. Alternatively, you can fly; or do a combination of bus and ferry. Traveling from Boston in September, plan for little chillier nights in Oak Bluffs, with lows around 14°C. Wrap up your sightseeing on the 6th (Sun) early enough to travel to New York City.

Things to do in Oak Bluffs

Parks · Wildlife · Outdoors

Side Trips

Aquinnah, Cedar Tree Neck Sanctuary, Edgartown Lighthouse, Menemsha Hills
Highlights from your plan
Menemsha Hills ©
Menemsha Hills
Edgartown Lighthouse ©
Edgartown Lighthouse
Cedar Tree Neck Sanctuary ©
Cedar Tree Neck Sanctuary

3
nights
New York City, United States

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Your day by day itinerary now includes Rockefeller Center as well as Statue of Liberty National Monument. Get some historical perspective at 9/11 Memorial and Hamilton Grange National Memorial. Take a break from the city and head to Speed Boats Tours and East River Waterfront Esplanade. Next up on the itinerary: make a trip to The Metropolitan Museum of Art and tour the pleasant surroundings at Central Park.

For photos, other places to visit, more things to do, and more tourist information, you can read our New York City online trip maker.

You can fly from Oak Bluffs to New York City in 5.5 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and bus. Prepare for somewhat warmer weather when traveling from Oak Bluffs in September: high temperatures in New York City hover around 31°C and lows are around 22°C. Wrap up your sightseeing on the 9th (Wed) early enough to travel to Montreal.

Things to do in New York City

Parks · Museums · Outdoors
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
Statue of Liberty National Monument ©
Statue of Liberty National Monument

3
nights
Montreal, Canada

Montreal ©
Quebec's economic and cultural capital, Montreal serves as the province's major point of entry, known for its rich history and high standard of living.
Museum-lovers will appreciate Pointe-a-Calliere, Montreal Archaeology and History Complex and Chateau Ramezay Historic Site and Museum of Montreal. Notre-Dame Basilica and Old Port of Montreal will appeal to history buffs. There's much more to do: take in the spiritual surroundings of Saint Joseph's Oratory of Mount Royal, learn more about the world around you at Biodome de Montreal, take in nature's colorful creations at Montreal Botanical Garden, and view the masterpieces at Galerie d'art Blanche.

To see ratings, maps, and more tourist information, use the Montreal planning tool.

You can fly from New York City to Montreal in 5.5 hours. Alternatively, you can drive; or take a bus. Prepare for slightly colder weather when traveling from New York City in September: high temperatures in Montreal hover around 26°C and lows are around 15°C. Wrap up your sightseeing on the 13th (Sun) early enough to travel to Toronto.

Things to do in Montreal

Museums · Historic Sites · Parks

Side Trip

Parc de la Frayere
Highlights from your plan
Notre-Dame Basilica ©
Notre-Dame Basilica
Musee des beaux-arts de Montreal ©
Musee des beaux-arts de Montreal

3
nights
Toronto, Canada

Toronto ©
Possibly the world's most diverse city, Toronto houses over 80 ethnic communities speaking nearly 150 different languages or dialects.
Visit Casa Loma and The Distillery District for their historical value. Visiting White Water Walk and Butterfly Conservatory will get you outdoors. Venture out of the city with trips to Journey Behind the Falls (in Niagara Falls) and Niagara on the Lake Heritage District (in Niagara-on-the-Lake). And it doesn't end there: see the interesting displays at Royal Ontario Museum, explore the galleries of Eskimo Art Gallery, get up close and personal with brilliant marine life at Ripley's Aquarium of Canada, and enjoy breathtaking views from CN Tower.

To see where to stay, ratings, traveler tips, and more tourist information, read Toronto trip planning app.

Do a combination of flight and ferry from Montreal to Toronto in 4 hours. Alternatively, you can take a train; or drive. In September in Toronto, expect temperatures between 26°C during the day and 16°C at night. Wrap up your sightseeing by early afternoon on the 16th (Wed) to allow enough time to travel back home.

Things to do in Toronto

Historic Sites · Museums · Parks

Side Trips

Niagara Falls, Niagara on the Lake Heritage District
Highlights from your plan
Casa Loma ©
Casa Loma
Royal Ontario Museum
Royal Ontario Museum
The Distillery District ©
The Distillery District

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